How does KAYAK find such low prices on flights from Hawaii to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Hawaii to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$198 CHEAP FLIGHTS from Hawaii to Chicago

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Cheap Flights from Hawaii to Chicago

Cheap flights from Hawaii to Chicago with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

Round-trip

One-way

Last minute

Direct

Tue, Feb 2 - Wed, Feb 3

8:10 am - 11:59 pmHNL Honolulu-ORD Chicago O'Hare Intl

11h 49m1 stop Seattle/Tacoma Intl

2:11 pm - 10:08 pmORD Chicago O'Hare Intl-HNL Honolulu

11h 57m1 stop Portland

$410Alaska Airlines

Thu, Jan 28 - Wed, Feb 3

12:50 pm - 1:15 pmHNL Honolulu-ORD Chicago O'Hare Intl

20h 25m1 stop San Diego

2:11 pm - 10:08 pmORD Chicago O'Hare Intl-HNL Honolulu

11h 57m1 stop Portland

$410Multiple Airlines

Wed, Oct 28 - Sun, Nov 1

9:35 pm - 4:09 pmLIH Lihue-ORD Chicago O'Hare Intl

13h 34m1 stop Phoenix Sky Harbor Intl

5:30 am - 1:16 pmORD Chicago O'Hare Intl-LIH Lihue

11h 46m1 stop Los Angeles

$424American Airlines

Mon, Dec 21 - Mon, Jan 4

2:06 pm - 5:44 amLIH Lihue-ORD Chicago O'Hare Intl

11h 38m1 stop Los Angeles

8:05 am - 6:42 pmORD Chicago O'Hare Intl-LIH Lihue

14h 37m1 stop Phoenix Sky Harbor Intl

$424American Airlines

Thu, Oct 29 - Mon, Nov 2

7:30 pm - 11:19 amLIH Lihue-ORD Chicago O'Hare Intl

10h 49m1 stop Denver Intl

1:30 pm - 10:30 pmORD Chicago O'Hare Intl-LIH Lihue

13h 00m1 stop San Francisco

$424United Airlines

Wed, Oct 28 - Sun, Nov 1

9:53 pm - 6:10 pmLIH Lihue-ORD Chicago O'Hare Intl

15h 17m2 stops Seattle/Tacoma Intl Salt Lake City

9:30 am - 6:36 pmORD Chicago O'Hare Intl-LIH Lihue

13h 06m1 stop Los Angeles

$450Delta

Thu, Oct 29 - Mon, Nov 2

9:53 pm - 9:27 pmLIH Lihue-ORD Chicago O'Hare Intl

18h 34m2 stops Seattle/Tacoma Intl Minneapolis St Paul

9:30 am - 6:36 pmORD Chicago O'Hare Intl-LIH Lihue

13h 06m1 stop Los Angeles

$450Delta

Thu, Jan 28 - Wed, Feb 3

8:16 am - 1:15 pmHNL Honolulu-ORD Chicago O'Hare Intl

24h 59m1 stop San Diego

8:00 am - 8:43 pmORD Chicago O'Hare Intl-HNL Honolulu

16h 43m2 stops Seattle/Tacoma Intl Lihue

$478Multiple Airlines

Tue, Nov 10 - Tue, Nov 17

8:00 am - 10:29 pmHNL Honolulu-ORD Chicago O'Hare Intl

10h 29m1 stop San Francisco

12:42 pm - 10:10 pmORD Chicago O'Hare Intl-HNL Honolulu

13h 28m1 stop San Francisco

$486United Airlines

Thu, Nov 5 - Sat, Nov 14

11:09 pm - 6:59 pmHNL Honolulu-ORD Chicago O'Hare Intl

15h 50m1 stop San Diego

6:35 pm - 11:10 amORD Chicago O'Hare Intl-HNL Honolulu

20h 35m1 stop Seattle/Tacoma Intl

$490Alaska Airlines

Sun, Oct 18 - Sat, Oct 24

12:50 pm - 5:59 amLIH Lihue-ORD Chicago O'Hare Intl

12h 09m1 stop San Francisco

8:40 am - 3:40 pmORD Chicago O'Hare Intl-LIH Lihue

12h 00m1 stop Denver Intl

$484United Airlines

Sun, Oct 18 - Sat, Oct 24

9:35 pm - 4:09 pmLIH Lihue-ORD Chicago O'Hare Intl

13h 34m1 stop Phoenix Sky Harbor Intl

5:00 am - 2:51 pmORD Chicago O'Hare Intl-LIH Lihue

14h 51m2 stops Dallas/Fort Worth Phoenix Sky Harbor Intl

$490American Airlines

Tue, Oct 20 - Mon, Oct 26

12:10 pm - 5:50 amHNL Honolulu-MDW Chicago Midway

12h 40m1 stop Sacramento Intl

5:25 am - 12:40 pmMDW Chicago Midway-HNL Honolulu

12h 15m1 stop San Diego

$590Southwest

Mon, Oct 19 - Fri, Oct 23

8:15 am - 5:00 amHNL Honolulu-MDW Chicago Midway

15h 45m1 stop San Jose

5:40 am - 1:15 pmMDW Chicago Midway-HNL Honolulu

12h 35m1 stop Phoenix Sky Harbor Intl

$627Southwest

Tue, Oct 20 - Sun, Oct 25

2:06 pm - 5:40 amHNL Honolulu-ORD Chicago O'Hare Intl

10h 34m1 stop Los Angeles

10:00 am - 2:06 pmORD Chicago O'Hare Intl-HNL Honolulu

9h 06mnonstop

$660American Airlines

Sun, Oct 18 - Sat, Oct 24

11:00 pm - 9:31 pmLIH Lihue-ORD Chicago O'Hare Intl

17h 31m2 stops San Francisco Los Angeles

10:55 am - 7:44 pmORD Chicago O'Hare Intl-LIH Lihue

13h 49m2 stops Denver Intl San Francisco

$665United Airlines

Fri, Oct 16 - Sun, Oct 25

3:50 pm - 12:46 pmHNL Honolulu-ORD Chicago O'Hare Intl

15h 56m1 stop New York John F Kennedy Intl

5:27 am - 1:26 pmORD Chicago O'Hare Intl-HNL Honolulu

12h 59m1 stop Atlanta Hartsfield-Jackson

$670Delta

Thu, Oct 15 - Sun, Oct 18

10:40 pm - 4:53 pmHNL Honolulu-ORD Chicago O'Hare Intl

13h 13m1 stop Seattle/Tacoma Intl

5:27 am - 1:36 pmORD Chicago O'Hare Intl-HNL Honolulu

13h 09m1 stop Atlanta Hartsfield-Jackson

$670Delta

Fri, Oct 16 - Tue, Oct 20

1:00 pm - 5:45 amHNL Honolulu-ORD Chicago O'Hare Intl

11h 45m1 stop Los Angeles

6:07 am - 11:40 amORD Chicago O'Hare Intl-HNL Honolulu

10h 33m1 stop San Francisco

$670United Airlines

Fri, Oct 16 - Wed, Oct 21

7:00 am - 11:59 pmHNL Honolulu-ORD Chicago O'Hare Intl

11h 59m1 stop Seattle/Tacoma Intl

7:20 am - 2:20 pmORD Chicago O'Hare Intl-HNL Honolulu

12h 00m1 stop San Diego

$860Alaska Airlines

Low season	January
High season	November
Cheapest flight	$198

Best time to beat the crowds with an average 32% drop in price.

Most popular time to fly with an average 5% increase in price.

Flight from Honolulu to Chicago O'Hare Airport

How does KAYAK find such low prices on flights from Hawaii to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Hawaii to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.